Adventures In Travel
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Hawaii (50 offers included)

Location(s): Hawaii, Mexico, Paradise Island
Book by June 19, 2018 and Kids Stay Free, Plus, get up to $200 Resort Coupons, Free Nights and More!
Get up to $200 Resort Coupons, Free Nights and More!
from $653.00 (USD)
Per Person
Location(s): Hawaii
Ask about receiving exclusive Pleasant Holidays amenities when booking with air*
Ask about receiving exclusive Pleasant Holidays amenities when booking with air*
Nights: 5
Price Per Night:$231.80 (USD)
(based on double occupancy, for comparison only)
Location(s): Honolulu
5-Night Accommodations
hotel Transfers
lei Greeting
from $2,499.00 (USD)
Per Person
Nights: 7
Price Per Night:$357.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Waikiki, Oahu, Kualoa Ranch, Waikiki, Waikiki/Kapa‘a, Na Pali Coast State Park, Kapa‘a
Hawaii’s way more than just sitting on a beach. There’s natural beauty, welcoming locals, and, of course, world-famous waves to see. This one-week tour covers the best of Oahu and Kauai, combining included activities at must-see spots with free time to explore. You’ll see Hawaii’s cosmopolitan side in Honolulu’s beachfront neighbourhood of Waikiki, along with a quiet side of the islands in picturesque towns like Kapa'a. Despite the archipelago’s small size, you can be sure to never run out of...
from $4,479.20 (USD)
Per Person
Nights: 14
Price Per Night:$319.94 (USD)
(based on double occupancy, for comparison only)
Location(s): Waikiki, Oahu, Kualoa Ranch, Waikiki, Waikiki/Kapa‘a, Na Pali Coast State Park, Kapa‘a, Kapa‘a/Kihei, Kihei, Kihei/Hilo...
Hawaii might be an isolated archipelago in the middle of the Pacific, but it still packs a punch. Literally. This tour takes you to four islands over two weeks, perfect for travellers who want to see all the hot spots – like Hawaii Volcanoes National Park, for instance! Other escapades include Oahu’s North Shore to watch surfers tackle some mega waves, Kualoa Ranch where Jurassic Park was filmed, a luau in Maui, and more. Get your adventurous side ready. You’re gonna need it.
from $859.00 (USD)
Per Person
Nights: 5
Price Per Night:$171.80 (USD)
(based on double occupancy, for comparison only)
Location(s): Kona
5-Night Accommodations
car Rental
lei Greeting
from $1,119.00 (USD)
Per Person
Nights: 5
Price Per Night:$223.80 (USD)
(based on double occupancy, for comparison only)
Location(s): Honolulu
5-Night Accommodations
hotel Transfers
lei Greeting
from $585.00 (USD)
Per Person
Nights: 5
Price Per Night:$117.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Honolulu
5-Night Accommodations
hotel Transfers 
lei Greeting
Nights: 5
Price Per Night:$343.80 (USD)
(based on double occupancy, for comparison only)
Location(s): Honolulu
5-Night Accommodations
hotel Transfers
lei Greeting
Nights: 5
Price Per Night:$231.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Kona
5-Night Accommodations
car Rental
lei Greeting
Nights: 5
Price Per Night:$215.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Kona
5-Night Accommodations
rental Car
lei Greeting
from $1,019.00 (USD)
Per Person
Nights: 5
Price Per Night:$203.80 (USD)
(based on double occupancy, for comparison only)
Location(s): Oahu Island
5-Night Accommodations
hotel Transfers
lei Greeting
from $645.00 (USD)
Per Person
Nights: 5
Price Per Night:$129.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Kona
5-Night Accommodations
car Rental
lei Greeting
Nights: 5
Price Per Night:$389.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Kahalui, Maui
Round-Trip Airfare From San Francisco
5-Night Accommodations
car Rental
lei Greeting
from $575.00 (USD)
Per Person
Nights: 5
Price Per Night:$115.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Maui
5-Night Accommodations
car Rental
lei Greeting
from $1,789.00 (USD)
Per Person
Nights: 5
Price Per Night:$357.80 (USD)
(based on double occupancy, for comparison only)
Location(s): Kapalua, Maui
Housed in a cream-colored wood complex, the property has brown-tiled roofs, walkways and balconies. The open-air lobby houses cushioned cane furnishings and metal seal-life sculptures. The reception area opens out to the gardens.
from $1,020.00 (USD)
Per Person
Nights: 3
Price Per Night:$340.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Kaanapali, Maui
Located on 26 oceanfront acres on pristine North Ka'anapali Beach, The AAA Four Diamond Westin Ka'anapali Ocean Resort Villas offers guests a unique blend of resort and villa-style living with all the comforts of home and the amenities of a world-class resort. Energize in the resorts lagoon-style swimming pools, take pleasure at Spa Helani, a Heavenly Spa by Westin™ and indulge at the resorts fine restaurants and markets.
from $714.00 (USD)
Per Person
Nights: 3
Price Per Night:$238.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Honolulu, Oahu
The landmark Waikiki Beach Marriott Resort & Spa is one of the finest resort choices on Oahu and offers some of the best views in Waikiki. Lush landscaping and water features, that awaken the senses, greet guests arriving at the porte cochere. Guest rooms are spacious and include décor that complements the colors and ambiance that is uniquely Hawaii.
from $1,638.00 (USD)
Per Person
Nights: 4
Price Per Night:$409.50 (USD)
(based on double occupancy, for comparison only)
Location(s): Waikiki, Oahu
This beachfront paradise, set on the white sandy shores of O'ahu in Ko Olina, was created with families in mind, by the people who know families best. Perfectly placed on a beautiful beachfront cove, Aulani offers kids, adults and families Hawaiian vacation experiences with a special magic that only Disney can create. Aulani, Disney Vacation Club accommodations include hotel rooms, studios and villas with options of garden and ocean views.
from $787.00 (USD)
Per Person
Nights: 3
Price Per Night:$262.33 (USD)
(based on double occupancy, for comparison only)
Location(s): Oahu Island
This stunning resort is located on 22 tropical acres on Waikiki Beach. Lush grounds, six spectacular pools, a beachfront lagoon, waterfalls, exotic wildlife and a variety of restaurants and boutiques are all part of the "Village" experience.
from $689.00 (USD)
Per Person
Nights: 3
Price Per Night:$229.67 (USD)
(based on double occupancy, for comparison only)
Location(s): Honolulu
Located on the quiet Diamond Head side of Waikiki, these spacious condominium suites are only two blocks from the beach and within walking distance to shops, restaurants and attractions. Why settle for connecting hotel rooms when you can enjoy spacious one or two-bedroom suites with fully-equipped kitchens and daily maid service?
from $907.00 (USD)
Per Person
Nights: 3
Price Per Night:$302.33 (USD)
(based on double occupancy, for comparison only)
Location(s): Maui Island
Beach, location and unrivaled amenities make this resort the ultimate Hawaiian getaway. Commanding a spectacular stretch of famed Kaanapali Beach, this resort offers guests an astonishing range of amenities to relax and recharge. Indulge at the Heavenly Spa by Westin, relax in a beach cabana or unwind at the resort's 87,000 square foot aquatic playground.
from $619.00 (USD)
Per Person
Nights: 3
Price Per Night:$206.33 (USD)
(based on double occupancy, for comparison only)
Location(s): Waikiki
The OHANA Waikiki Malia, Part of Outrigger Family Island Hotels, offers 327 rooms, conveniently located a short stroll to shopping, dining and nightlife. Enjoy island hospitality, comfortable guest rooms and family-style dining at the Malia Café and Poi Bar Restaurant open for breakfast, lunch and dinner. Play a set of tennis on the rooftop tennis court or relax in the whirlpool spa.
from $1,389.00 (USD)
Per Person
Nights: 5
Price Per Night:$277.80 (USD)
(based on double occupancy, for comparison only)
Location(s): Koloa, Kauai
Spread over of oceanfront, the 394-room Sheraton Kauai appeals to families and romance-seeking couples.
from $1,124.00 (USD)
Per Person
Nights: 3
Price Per Night:$374.67 (USD)
(based on double occupancy, for comparison only)
Location(s): Wailea, Maui
Hawai`i's only luxury all-suite and villa oceanfront resort is nestled on 22 acres on Maui's sunny southern shores and adjacent to Wailea's three championship golf courses.
Nights: 5
Price Per Night:$151.80 (USD)
(based on double occupancy, for comparison only)
Location(s): Waikoloa, Hawaii
The Waikoloa Beach Marriott Resort & Spa is located on a calm bay and includes a large infinity pool with 90-foot water slide; water-sports equipment rentals include pedal boats and kayaks. A full-service spa is on site.
from $741.00 (USD)
Per Person
Nights: 3
Price Per Night:$247.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Waikiki, Oahu
The heart of Waikiki beats with excitement as this renewed hotel creates a new gathering place for contemporary comfort, camaraderie and fun! Redesigned guest rooms are flush with color and new furnishings, and include complimentary Internet access. The lively atmosphere sets the mood for fun at the new Jimmy Buffett's at the Beachcomber restaurant. The hotel is also home to the dazzling Magic of Polynesia show. Ask about the OHANA Waikiki Connection
from $1,393.00 (USD)
Per Person
Nights: 3
Price Per Night:$464.33 (USD)
(based on double occupancy, for comparison only)
Location(s): Princeville, Kauai
Situated on one of the most beautiful sites in the world, this resort offers the quintessential address on the Island of Kaua`i and Napali Coast. Each of the 252 guest rooms, including 51 premium suites, have been redesigned, reflecting Hawai`i's natural world of sea, sky and earth.
from $842.00 (USD)
Per Person
Nights: 3
Price Per Night:$280.67 (USD)
(based on double occupancy, for comparison only)
Location(s): Maui Island
Set at the foot of legendary Black Rock, this resort overlooks the pristine Ka`anapali Beach and the clear blue Pacific. Surrounded by 23 acres of lush gardens and lava rock waterways, it welcomes travelers, honeymooners and families to an enchanting world of comforts and luxuries.
from $2,759.00 (USD)
Per Person
Nights: 12
Price Per Night:$229.92 (USD)
(based on double occupancy, for comparison only)
Location(s): Honolulu, Honolulu. Excursion To Uss Arizona, Honolulu, Honolulu – Hilo – Hawaii Volcanoes National Park – Kona, Kona, Kona – Waimea Canyon – Kauai, Kauai, Kauai – ’iao Valley – Maui, Maui, Maui. Excursion To Haleakala National Park...
13 Days, featuring: Honolulu
from $703.00 (USD)
Per Person
Nights: 3
Price Per Night:$234.33 (USD)
(based on double occupancy, for comparison only)
Location(s): Lahaina, Maui Island
Located in the heart of Old Lahaina Town, Lahaina's only beachfront hotel offers units equipped with full kitchens, air conditioning and spacious lanais. All the Lahaina Town restaurants, shops and nightlife are at your doorstep. Enjoy the pool and jacuzzi and many other activities that are also available.
from $752.00 (USD)
Per Person
Nights: 3
Price Per Night:$250.67 (USD)
(based on double occupancy, for comparison only)
Location(s): Maui Island, Kaanapali
This exclusive resort combines the comforts of a condominium retreat with hotel amenities. Enjoy swimming, tennis, jacuzzi, sauna, restaurants, lounge, shops and fitness centers
from $580.00 (USD)
Per Person
Nights: 3
Price Per Night:$193.33 (USD)
(based on double occupancy, for comparison only)
Location(s): Hawaii Island, Kailua-kona
Just steps away from Kailua-Kona, the full-service Royal Kona Resort is conveniently located near restaurants, shopping and island attractions. Overlooking Kailua Bay, the oceanfront 452-room resort features a private beach and lagoon, sparkling pool area and acclaimed Drums of Polynesia luau.
from $1,098.00 (USD)
Per Person
Nights: 3
Price Per Night:$366.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Kaanapali, Maui
Golden sunsets, beachfront location in the world-renowned Ka'anapali Beach resort area and the comforts of a vacation condominium with all the amenities of a fine hotel can be yours at Kaanapali Alii. This award-winning, ocean front condominium offers spacious living in elegantly furnished one and two-bedroom apartment suites. This resort appeals to travelers of all ages and lifestyles; friends on vacation and families.
from $875.00 (USD)
Per Person
Nights: 3
Price Per Night:$291.67 (USD)
(based on double occupancy, for comparison only)
Location(s): Princeville, Kauai
The alluring beauty of the Garden Island will charm your spirits as you are surrounded by Kauai's majestic peaks, Namolokama and Makana, while being beckoned by the blue expanse of the sparkling Pacific Ocean.
from $1,059.00 (USD)
Per Person
Nights: 3
Price Per Night:$353.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Kauai Island
Experience graceful grandeur at this Hawaiian classic resort on the soothing white sands of Kaua’i’s sunny south shore. This exquisite resort beckons with 50 acres of lush gardens and pristine pools. Amenities abound with golf at Poipu Bay, fresh island flavors at resort restaurants and the lavish, open-air, Anara Spa.
from $1,439.00 (USD)
Per Person
Nights: 5
Price Per Night:$287.80 (USD)
(based on double occupancy, for comparison only)
Location(s): Wailea, Maui
A tree-shaded esplanade curves toward a majestic lobby with an open-air waterfall pond inlaid with mosaics. A meandering network of pools leads to famed Wailea Beach. With immaculate grounds and an extensive art collection, the 40-acre Grand Wailea Resort attracts families, leisure travelers, and celebrating couples.
from $936.00 (USD)
Per Person
Nights: 3
Price Per Night:$312.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Molokai Island
Styled after a Polynesian village, this is your secret hideaway from the frantic pace of modern life. Enjoy nightly entertainment while dining at the popular oceanfront restaurant and bar.
from $3,519.00 (USD)
Per Person
Nights: 9
Price Per Night:$391.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Honolulu, Hawaii, Honolulu. Excursion To Pearl Harbor, Honolulu, Honolulu – Hilo – Hawaii Volcanoes National Park – Kona.<span Class=location>, Kona, Kona – Maui, Maui, Maui. Excursion To Haleakala National Park, Maui
10 Days, featuring: Maui
from $617.00 (USD)
Per Person
Nights: 3
Price Per Night:$205.67 (USD)
(based on double occupancy, for comparison only)
Location(s): Keauhou, Hawaii
The resort features 521 rooms and suites, a full-service spa and fitness center, complete catering and convention services that include the largest conference facility in Kona, a wedding chapel, children's play center and an incredible 200-foot lava tube waterslide.
from $833.00 (USD)
Per Person
Nights: 3
Price Per Night:$277.67 (USD)
(based on double occupancy, for comparison only)
Location(s): Kohala Coast, Hawaii Island
Amidst a landscape of rolling surf and ancient volcanoes, The Fairmont Orchid, Hawaii offers countless ways to indulge the mind, body and spirit-outrigger canoe lessons, oceanside massages, championship golf, historic hikes, a private cabana on a white sand lagoon. Fairmont Gold Accommodations: Complimentary continental breakfast daily, afternoon cocktails & hors d'oeuvres and upgraded room amenities.
from $1,197.00 (USD)
Per Person
Nights: 3
Price Per Night:$399.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Maui Island, Wailea
This resort is the ideal destination for a fabulous Hawai'i vacation, and is perfect for families, honeymooners and active vacationers.
from $935.00 (USD)
Per Person
Nights: 3
Price Per Night:$311.67 (USD)
(based on double occupancy, for comparison only)
Location(s): Kaanapali, Maui
Situated on world-famous Kaanapali North Beach, Honua Kai Resort & Spa provides an unparalleled level of service and all the amenities of a luxury resort with expansive one, two, and three bedroom suites. Thirty-eight acres of immaculate grounds tumble into the warm embrace of the Pacific.
Nights: 4
Price Per Night:$152.25 (USD)
(based on double occupancy, for comparison only)
Location(s): Waikiki, Oahu
All 521 guestrooms at Hawaii Prince Hotel Waikiki have island-style decor and face the ocean, with floor-to-ceiling windows. Guestrooms also have compact refrigerators
from $761.00 (USD)
Per Person
Nights: 3
Price Per Night:$253.67 (USD)
(based on double occupancy, for comparison only)
Location(s): Lihue
Majestic waterfalls, blue lagoons and lush tropical surroundings distinguish this deluxe Hawaiian resort. Just relax by the 26,000 square foot pool or enjoy any of the many activities available, including a variety of shops, restaurants, spa services and complimentary Hawaiian activities.
from $1,117.00 (USD)
Per Person
Nights: 3
Price Per Night:$372.33 (USD)
(based on double occupancy, for comparison only)
Location(s): Kapalua, Maui
Surrounded by the majestic West Maui mountain range in the heart of the Kapalua resort community, overlooking the islands of Molokai and Lanai. Enjoy the fitness center with steam, sauna and exercise studio, 3-level swimming pool, tennis center and 3 golf courses. Ritz-Carlton Club Floor Accommodations Include: Complimentary continental breakfast, cocktails, mid-day snacks, hors d'oeuvres and afternoon Hawaiian tea and upgraded room amenities.
Nights: 4
Price Per Night:$254.75 (USD)
(based on double occupancy, for comparison only)
Location(s): Kapolei, Hawaii
Ideal for families and groups, the resort has an upscale yet welcoming ambiance.
from $702.00 (USD)
Per Person
Nights: 3
Price Per Night:$234.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Maui Island, Kaanapali
This oceanfront property, on the beautiful Kaanapali Beach, is officially recognized as the most Hawaiian hotel in the state of Hawaii. Enjoy free Hawaiian activities daily and a complimentary hula show nightly. Within easy walking distance to the Whaler's Village Shopping Center and Museum.
from $819.00 (USD)
Per Person
Nights: 3
Price Per Night:$273.00 (USD)
(based on double occupancy, for comparison only)
Location(s): Waikiki, Oahu
This resort offers relaxation and renewal for weary travelers. Known throughout the world as "The First Lady of Waikiki," the legendary resort combines turn-of the-century Victorian elegance with modern Westin amenities and luxuries. Built in 1901, the resort is an oceanfront oasis located in the heart of Waikiki offering replenishment at the only ocean front spa in Waikiki, gourmet cuisine at The Beachhouse at the Moana, and within walking distance of superb shopping, nightlife and attractions.
from $838.00 (USD)
Per Person
Nights: 3
Price Per Night:$279.33 (USD)
(based on double occupancy, for comparison only)
Location(s): Waikiki, Oahu
Outrigger Reef Waikiki Beach Rating: After a $110 million top-to-bottom transformation, this reinvented hotel demonstrates a new vision of hospitality. A distinctive, refined resort hotel on beautiful Waikiki Beach, its completely renewed look combines timeless traditions with modern elegance while embracing the spirit of the sea. Guest rooms and suites are warm and welcoming, and include complimentary Internet access and local and long distance phone calls.